N,N-dialkyl-4-[(8-azabicyclo[3.2.1]-oct-3-ylidene)phenylmethyl]benzamides, potent, selective delta opioid agonists

Bioorg Med Chem Lett. 2004 May 3;14(9):2109-12. doi: 10.1016/j.bmcl.2004.02.051.


A series of N,N-dialkyl-4-(9-aryltropanylidenemethyl)benzamides was prepared. The lead compounds, 15a and 15c, exhibited extremely high affinity for the delta opioid receptor with excellent selectivity versus the micro opioid receptor. They were full agonists at the delta opioid receptor, as assessed by stimulation of GTPgammaS binding, and displayed antinociceptive activity.

MeSH terms

  • Analgesics, Opioid / chemistry
  • Analgesics, Opioid / pharmacology*
  • Benzamides / chemistry
  • Benzamides / pharmacology*
  • Guanosine 5'-O-(3-Thiotriphosphate) / metabolism
  • Receptors, Opioid, delta / agonists*
  • Structure-Activity Relationship


  • Analgesics, Opioid
  • Benzamides
  • Receptors, Opioid, delta
  • Guanosine 5'-O-(3-Thiotriphosphate)